Reaktion #158302

Reaktionsgleichung

Methylmagnesium bromide

ethyl 8-(3,4-difluorobenzyl)-3-[3-methoxy-4-(2-methyl-1,3-oxazol-5-yl)phenyl]-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyridine-8-carboxylate

THF

ammonium chloride

water

methylmagnesium bromide

→

title compound

2-{8-(3,4-difluorobenzyl)-3-[3-methoxy-4-(2-methyl-1,3-oxazol-5-yl)phenyl]-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyridin-8-yl}propan-2-ol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooling
2. 2
   Temperaturcooling for 1 hr
3. 3
   Temperaturcooling
4. 4
   workup.STIRRINGThe reaction mixture was stirred under ice-
5. 5
   Temperaturcooling for 1 hr
6. 6
   Extraktionthe mixture was extracted with ethyl acetate
7. 7
   WaschenThe extract was washed with saturated brine
8. 8
   Trocknendried over anhydrous sodium sulfate
9. 9
   Sonstigethe solvent was evaporated under reduced pressure
10. 10
    SonstigeThe residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane)

Vorschrift

Methylmagnesium bromide (12% THF solution, 13 mL) was added to a mixture of ethyl 8-(3,4-difluorobenzyl)-3-[3-methoxy-4-(2-methyl-1,3-oxazol-5-yl)phenyl]-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyridine-8-carboxylate (1.60 g) in THF (16 mL) under ice-cooling. The reaction mixture was stirred under ice-cooling for 1 hr, and methylmagnesium bromide (12% THF solution, 13 mL) was added under ice-cooling. The reaction mixture was stirred under ice-cooling for 1 hr, saturated aqueous ammonium chloride solution and water were added, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane) to give the title compound (740 mg).

Quelle